106799-15-9Relevant academic research and scientific papers
Preparation method of atorvastatin measuring chain intermediate
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Paragraph 0006; 0030; 0031, (2017/04/12)
The invention belongs to the technical field of organic chemistry and concretely relates to a preparation method of an atorvastatin measuring chain intermediate 2-((4R, 6S))-6-(2-(benzyloxy)ethyl)-2, 2-dimethyl-1, 3-dioxane-4-yl)ethylamine (I). The prepar
Synthesis and biophysical studies on 35-Deoxy amphotericin b methyl ester
Szpilman, Alex M.,Cereghetti, Damiano M.,Manthorpe, Jeffrey M.,Wurtz, Nicholas R.,Carreira, Erick M.
supporting information; experimental part, p. 7117 - 7128 (2010/03/05)
The use of molecular editing in the elucidation of the mechanism of action of amphotericin B is presented. A modular strategy for the synthesis of amphotericin B and its designed analogues is developed, which relies on an efficient gram-scale synthesis of various subunits of amphotericin B. A novel method for the coupling of the mycosa-mine to the aglycone was identified. The implementation of the approach has enabled the preparation of 35-deoxy amphotericin B methyl ester. Investigation of the antifungal activity and efflux-inducing ability of this amphotericin B congener provided new clues to the role of the 35-hydroxy group and is consistent with the involvement of double barrel ion channels in causing electrolyte efflux. 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
Synthesis of 35-deoxy amphotericin B methyl ester: A strategy for molecular editing
Szpilman, Alex M.,Cereghetti, Damiano M.,Wurtz, Nicholas R.,Manthorpe, Jeffrey M.,Carreira, Erick M.
supporting information; experimental part, p. 4335 - 4338 (2009/02/08)
(Chemical Presented) A modular strategy for the assembly of amphotericin B analogues with modifications in the macrolactone ring relies on the efficient gram-scale synthesis of all major and minor motifs of amphotericin B. Proof of concept has been achieved by the preparation of the 35-deoxy aglycone en route to the long-sought-after 35-deoxy analogue of amphotericin B.
A chiral β,δ-dioxo-ε-sulfinyl ester in a convergent enantioselective synthesis towards the C1-C13 polyol fragment of amphotericin B
Solladie, Guy,Wilb, Nicole,Bauder, Claude
, p. 3021 - 3026 (2007/10/03)
This paper describes an efficient stereocontrolled and convergent approach towards the C1-C13 polyol fragment of amphotericin B. The strategy is based on the stereoselective reduction of a chiral β,γ-dioxo- ε-sulfinyl ester to obtain anti-or syn-1,3-diols.
Total Synthesis of Amphoteronolide B and Amphotericin B. 1. Strategy and Stereocontrolled Construction of Key Building Blocks
Nicolaou, K. C.,Daines, R. A.,Uenishi, J.,Li, W. S.,Papahatjis, D. P.,Chakraborty, T. K.
, p. 4672 - 4685 (2007/10/02)
The retrosynthetic analysis and strategy for the total synthesis of amphotericin B (1) and amphoteronolide B (2) is discussed.Focusing on subtle and repeated structural units, a retrosynthetic scheme was constructed that led to the recognition of readily
